Ho'olei at Grand Wailea, Hawaii

Condé Nast TravelerJul 9

From luxury cottages to adults-only retreats, here's where to rest your head on this picturesque island.

Two-story villas with expansive Pacific views.

24 things in this story

Maui Coast HotelHotelFriendly atmosphere with resort amenities.
Ho'oilo HouseHotelAdults-only B&B with breezy island energy.
The Inn at Mama's Fish HouseHotelRooms and suites next to Mama's Fish House.
Ho'olei at Grand WaileaHotelTwo-story villas with expansive Pacific views.
Hotel WaileaHotelBoutique adults-only retreat on 15 acres.
Road to HanaTrailFamed scenic drive on Maui's North Shore.
Kihei CaffeRestaurantOn-site eatery serving classic Hawaii comfort foods.
Miso PhatRestaurantOn-site eatery satisfying sushi cravings.
Launiupoko Beach ParkSightLauniupoko Beach Park Mile 18, Kai Heleku at Honoapiilani Highway Lahaina, Maui, HI 96761 This facility has not yet…
Sale Pepe Pizzeria e CucinaRestaurantBeloved Lahaina eatery, 10 minutes from Ho'oilo House.
Ho’okipa Beach ParkSightBeach next to Mama's Fish House.
Mama’s Fish HouseHotelLegendary restaurant famous for fresh fish.
HaleakalaSightSacred mountain, must-visit for hiking, biking, stargazing.
Grand WaileaHotelLuxury beach resort with amenities for Ho'olei guests.
Makena BeachSightNearby attraction to Hotel Wailea.
The BirdcageRestaurantOpen-air restaurant for sunset and sushi.
Charley Young BeachSight
Kamaole Beach Park IPark
Maui Chocolate TourPlace
Ka’anapali BeachSight
Whaler’s VillageSight
Wailea BeachSight
Shops at WaileaSight
Wailea Golf ClubSight

Ho'olei at Grand Wailea